2-bromo-2-chloro-diethyl sulfide | 89125-32-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-bromo-2-chloro-diethyl sulfide
• 英文别名: 1-bromo-2-(2-chloro-ethylsulfanyl)-ethane；(2-bromo-ethyl)-(2-chloro-ethyl)-sulfane；(2-bromo-ethyl)-(2-chloro-ethyl)-sulfide；(2-Brom-aethyl)-(2-chlor-aethyl)-sulfid；2'-Chlor-2-brom-diaethylsulfid；(β-Chlor-aethyl)-(β-brom-aethyl)-sulfid；1-(2-Bromoethylsulfanyl)-2-chloroethane
• CAS: 89125-32-6
• 化学式: C₄H₈BrClS
• 分子量: 203.531
• InChiKey: LYVNRCUOXFPQPS-UHFFFAOYSA-N

物化性质

• 熔点：
  23-24 °C
• 沸点：
  125-200 °C(Press: 18 Torr)
• 密度：
  1.529±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  7
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,4-二噻烷 、 2-bromo-2-chloro-diethyl sulfide 在 silver tetrafluoroborate 作用下， 以 硝基甲烷 为溶剂， 生成
  参考文献：
  名称：

  13 C CP-MAS NMR studies of S -alkyl-1,4-dithianium salts: conformational motion in the solid state

  摘要：

  S-(2-chloroethyl)-1,4-dithianium, a persistent solid degradation product of mustard and the major constituent of ''mustard heels", exhibits motional line-broadening in its C-13 CP-MAS NMR spectrum. Variable temperature examination of the compound and a series of related S-alkyl-1,4-dithianium and thianium salts demonstrates the generality of the motion in these cyclic sulfonium salts. The underlying motional process for the carbons in the six-member rings cannot be attributed to ring rotation, the classical interpretation for cyclohexane, but is consistent with conformational motion. Solid dithiane, and the low temperature phases of cyclohexane and thiane were also studied by variable temperature C-13 MAS NMR to contrast the behavior of these neutral rings with the cyclic sulfonium salts. Distinguishing characteristics of the conformational mechanism include smaller E-a' s (2.3-6.1 kcal/mol) and line-broadening (400-600 Hz), compared to the ring-rotation mechanism operative in solid dithiane (12.9 kcal/mol, 1300 Hz) and the low-temperature phase of cyclohexane (11.4 kcal/mol, 925 Hz). The values for the low-temperature phase of thiane (3.8 kcal/mol, 525 Hz) are more consistent with conformational motion rather than hindered-rotation. (C) 1999 Elsevier Science B.V. ALI rights reserved.

  DOI：

  10.1016/s0022-2860(98)00810-2
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢溴酸 作用下， 生成 2-bromo-2-chloro-diethyl sulfide
  参考文献：
  名称：

  Kretow, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1929, vol. 61, p. 2364

  摘要：

  DOI：

文献信息

• Woodward, Journal of the Chemical Society, 1948, p. 37
  作者：Woodward

  DOI：——

  日期：——
• Schneider, Chemische Berichte, 1951, vol. 84, p. 911,914
  作者：Schneider

  DOI：——

  日期：——
• Epshtein,G.Yu. et al., Journal of general chemistry of the USSR, 1964, vol. 34, # 7, p. 2362 - 2366
  作者：Epshtein,G.Yu. et al.

  DOI：——

  日期：——